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Key Documents

G0500

Sigma-Aldrich

D-(+)-Galactosamine hydrochloride

≥99% (HPLC)

Synonym(s):

2-Amino-2-deoxy-D-galactopyranose hydrochloride, D-Chondrosamine hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C6H13NO5 · HCl
CAS Number:
Molecular Weight:
215.63
Beilstein:
3697825
EC Number:
MDL number:
UNSPSC Code:
12352201
PubChem Substance ID:
NACRES:
NA.25

biological source

shark (cartilage)

Assay

≥99% (HPLC)

form

powder

technique(s)

HPLC: suitable

impurities

≤0.5% Glucosamine (HPAE)

color

white to off-white

mp

172-180  °C

solubility

H2O: 50 mg/mL, clear to slightly hazy, colorless to very faintly yellow

storage temp.

room temp

SMILES string

Cl.N[C@@H](C=O)[C@@H](O)[C@@H](O)[C@H](O)CO

InChI

1S/C6H13NO5.ClH/c7-3(1-8)5(11)6(12)4(10)2-9;/h1,3-6,9-12H,2,7H2;1H/t3-,4+,5+,6-;/m0./s1

InChI key

CBOJBBMQJBVCMW-NQZVPSPJSA-N

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General description

D-galactosamine (d-GalN) is a specific hepatotoxic agent metabolized particularly in hepatocytes. It is a 6-carbon amino sugar derived from galactose.

Application

D-(+)-Galactosamine (D-chondrosamine) has been used with lipopolysaccharides (LPS) to induce models of acute hepatic failure (LPS/D-GalN-induced liver injury, hepatitis) for therapeutic research to find new drugs.
D-(+)-Galactosamine hydrochloride has been used:
  • for the surface binding of mannan-binding lectin (MBL) to modified mica surfaces
  • in sterile phosphate buffer saline (PBS) before the intraperitoneal injection
  • in mice for the generation of primary bone marrow-derived macrophages (BMDMs)

Biochem/physiol Actions

Galactosamine (Gal) induces hepatocyte death both by necrosis and apoptosis. It prevents the production of liver RNA via the production of uridine diphosphate hexosamines. D-galactosamine lowers the intracellular pool of uracil nucleotides and thereby prevents the production of RNA and proteins.

Other Notes

To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Xing Lin et al.
Biological & pharmaceutical bulletin, 37(4), 625-632 (2014-05-13)
This study examined the effect of genistein from Hydrocotyle sibthorpioides on lipopolysaccharide (LPS)/D-galactosamine (D-GalN)-induced acute hepatic failure. Compared to the model control, genistein treatment significantly protected against LPS/D-GalN-induced liver injury, as evidenced by the decrease in serum alanine and aspartate
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